STEREOSPEZIFISCHE CARBONYL(Z)OXIRANIERUNG VON BENZALDEHYD MIT IODO-TRIPHENYLSILYL- UND IODO-TRIPHENYLGERMYL-METHYLLITHIUM (1)

DOI: 10.1016/S0040-4039(00)99958-1

Source and publish data:

Tetrahedron Letters p. 637 - 640 (1984)

Update date:2022-08-05

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Authors:

Kauffmann, Thomas

Koenig, Rolf

Wensing, Michael

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Article abstract of DOI:10.1016/S0040-4039(00)99958-1

The reagents Ph3M-CH(I)Li (M=Si, Ge) react with benzaldehyde via anionic benzaldehyde adducts stereospecifically to give (Z)-1-phenyl-2-triphenylsilyl- (7a) or (Z)-1-phenyl-2-triphenylgermyl-oxirane (7b), respectively.By protolysis of the anionic benzaldehyde adducts at -65 deg C corresponding iodohydrins (5a,5b) have been obtained.

Full text of DOI:10.1016/S0040-4039(00)99958-1

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